Villa holiday rentals in Florida Keys

The Pass Through - Brand New 2 | 1 Modern Villa

The Pass-Through is a cozy home located off of Florida’s Turnpike. Perfect if you’re looking for a pit stop when headed down to the Florida Keys or if you want to stay for a few days to explore Miami. Only a few minutes from Black Point Marina, where you can enjoy waterfront ambiance with outdoor seating, food, drinks, live band, and take your boat out for a ride to Biscayne Nat'l Park or Everglades Nat'l Park.Close to Florida’s Outlet Mall, authentic restaurants, wineries, freshfarms, and more.

World cup ready. Lux Villa, huge pool, 25 mins to

O so Chic Miami villa just minutes from Brickell’s dining & nightlife! Relax in the private heated pool & spa, sip coffee on the sunny backyard patio, then retreat to plush Queen & King beds. Superhost • Guest Favorite • 4.98-star rated in over 200 reviews Sleeps 12, 3 bedrooms and 4th bedroom/TV room. Solar & Electric heated pools Fast Wi-Fi TV in all rooms Chef-ready kitchen with stainless appliances, outdoor Grill ready for your cookout or Hibachi private chef. Bathroom kit & spa slippers

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

Villa in Brickell w/Huge Outdoor Pool+Kitchen

A spacious, newly-renovated Villa right in Brickell - Miami's best location. The outdoor space has a signature pool, wooden deck, and patio with an outdoor kitchen and bbq. Enjoy the sun during the day and chill under the stars at night. Interior has high end finishes highlighted by the new master suite with large rainfall shower and soaking tub. Centrally located: as close as you can get to Brickell in a house; South Beach, Wynwood, Midtown, and Design District are all 15 minutes or less.

Kawama Yacht Club and Molasses Reef Marine

Vacation in paradise. Beautiful sunsets. Swim at the salt water lagoon or at the beach plus two pools. Our villa is fully equipped, 3 bedrooms wish tv and 3 full baths First floor: garage, 1 bedroom, full bathroom, game room, pool table, bar, family room with TV, and terrace with barbecue and swing. Second floor 2 bedrooms and 2 full bathrooms, fully equipped kitchen and living a big TV, outside balcony with outdoor furniture . Tennis courts available. Optional 24' ft boat slip available.

Beach House Getaway - Free Kayaks 2/2.5

Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

Light & Quiet 4-Bedroom Villa w/ Heated Pool & BBQ

"This is our second year at this location and we love it Public targets are close by and the beach too!" - Kelly, March '24 Discover your dream retreat in this luxurious 4-bedroom, 3-bath villa, where spacious open-concept design meets natural light and a top-tier kitchen. Featuring a heated, custom-lit pool, alfresco dining, and a cozy lounge area. ☆ Large fenced-in backyard with a gazebo ☆ Hollywood Beach is 15 min away ☆ Custom-lit heated pool ☆ Hard Rock Hotel and Casino 15 min away

NEW! "Villa Paradise" ~ Luxury Gem ~ Pool ~ Game Room

Bring your family to the luxurious 3BR 2Bath Villa Paradise in the tranquil and friendly neighborhood in southern Miami, FL. Visit the exciting attractions, natural landmarks, restaurants, shops, and much more, and then retreat to the lavish oasis that will leave you in awe with its stylish design, private backyard, and rich amenity list. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Heated Pool ✔ Game Room ✔ Smart TVs ✔ Smart House ✔ High-Speed Wi-Fi ✔ Free Parking

One Of A Kind Smart Villa - Pool/Spa/Gym/BBQ/Vibes

🎨 House of Art Miami — where design becomes the experience 🎨 This art-forward smart villa blends resort-style amenities with the comfort, privacy, and freedom of a home. Designed for groups to relax, connect, and enjoy Miami together — without feeling rushed or crowded. 🔥 Heated pool, jacuzzi, fire pit & BBQ 🏀 Mini golf, ping pong & basketball 🖼️ Curated art + immersive sound indoors & out 📍 Minutes from beaches, dining & nightlife More than a stay. An experience. @BeyondTheBNB

Blue Marlin * a space where memories are made!

Welcome to the Blue Marlin. This beautiful home will win your heart - a place to create amazing memories. Marco Island is one of the jewels of SW Florida and you will be just a few of minutes from Marco and Tigertail - expansive, white sand beaches you won't to leave. But when you do, you'll have kayaks and paddle boards to explore the waterways, bikes to explore the island, or simply stay home and make the most of the canal-side heated pool, or hang at the private tiki bar!

Villa Canal backyard oasis

Unfortunately After March 1, 2026, we will need to service the Jacuzzi. The service for the Jacuzzi could take up to two months so we cannot offer the Jacuzzi / hot Tub after March 1. Casa Canal is a relaxing oasis surrounded by tropical plants and a Beautiful Canal. The canal is home to manatees, squirrels, bright green Iguanas, and at times wild green Parakeets in the tree canopy, Spend a quiet time fishing under the gumbo limbo tree while enjoying the tropical breeze.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!